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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 22
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Original Articles

Stereoselective Addition of Methyl Acrylate to α-Amino Aldehydes

Thavrin Manickum Chemistry Department, University of Natal, Box 375, Pietermaritzburg, 3200, Republic of South Africa
&
Gregory Roos Chemistry Department, University of Natal, Box 375, Pietermaritzburg, 3200, Republic of South Africa
Pages 2269-2274 | Received 19 Jun 1991, Published online: 23 Sep 2006

Citations (27)

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Read on this site (2)

MelanieD. Evans & PerryT. Kaye. (1999) Asymmetric Baylis-Hillman Reactions of Novel Bornyl Acrylate Esters. Synthetic Communications 29:12, pages 2137-2146.
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GregoryH. P. Roos & Pradish Rampersadh. (1993) Temperature and Ultrasound Rate Enhancement in the Baylis-Hillman Reaction. Synthetic Communications 23:9, pages 1261-1266.
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Articles from other publishers (25)

Jaedeok Lee, Deepak Singh & Hyun-Joon Ha. (2018) Morita–Baylis–Hillman reaction of a chiral aziridine aldehyde. Organic & Biomolecular Chemistry 16:43, pages 8048-8055.
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Richard C. LarockRichard C. Larock & Tuanli Yao. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 139 .
Allison M. Wensley, Nolan T. McDougal & Scott E. Schaus. 2016. Lewis Base Catalysis in Organic Synthesis. Lewis Base Catalysis in Organic Synthesis 655 714 .
GULSHAN KUMAR, AMANPREET KAUR & VASUNDHARA SINGH. (2015) (S)-Garner aldehyde derived Baylis-Hillman adduct: A potential substrate for the synthesis of D-lyxo phytosphinosine analogue. Journal of Chemical Sciences 126:6, pages 1841-1847.
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Prashant B. Thorat, Santosh V. Goswami, Bhimrao C. Khade & Sudhakar R. Bhusare. (2012) Organocatalyzed Baylis–Hillman reaction: an enantioselective approach. Tetrahedron: Asymmetry 23:17, pages 1320-1325.
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Min Shi, Feijun Wang, Mei-Xin Zhao & Yin WeiMei-Xin Zhao, Yin Wei & Min Shi. 2011. The Chemistry of the Morita-Baylis-Hillman Reaction. The Chemistry of the Morita-Baylis-Hillman Reaction 1 78 .
Uppuluri V. Mallavadhani & Nicolas Fleury-Bregeot. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Deevi Basavaiah, Bhavanam Sekhara Reddy & Satpal Singh Badsara. (2010) Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry. Chemical Reviews 110:9, pages 5447-5674.
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Stephen G. Davies, Dirk L. Elend, Simon Jones, Paul M. Roberts, Edward D. Savory, Andrew D. Smith & James E. Thomson. (2009) The dienolate aldol reaction of (E)-N-crotonoyl C(4)-isopropyl SuperQuat: asymmetric synthesis of α-vinyl-β-hydroxycarboxylic acid derivatives and conversion to α-ethylidene-β-hydroxyesters (β-substituted Baylis–Hillman products). Tetrahedron 65:37, pages 7837-7851.
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Indubhusan Deb, Pramod Shanbhag, Shaikh M. Mobin & Irishi N. N. Namboothiri. (2009) Morita-Baylis-Hillman Reactions Between Conjugated Nitroalkenes or Nitrodienes and Carbonyl Compounds. European Journal of Organic Chemistry 2009:24, pages 4091-4101.
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Palakodety Radha Krishna & P. Srinivas Reddy. (2008) “Diversity Oriented Synthesis” of Functionalized Chiral Tetrahydropyridines: Potential GABA Receptor Agonists and Azasugars from Natural Amino Acids via a Sequential Baylis−Hillman Reaction and RCM Protocol. Journal of Combinatorial Chemistry 10:3, pages 426-435.
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Alexander Chernega, Stephen G. Davies, Dirk. L. Elend, Christian A.P. Smethurst, Paul M. Roberts, Andrew D. Smith & G. Darren Smyth. (2007) Asymmetric synthesis of β-substituted Baylis–Hillman products via lithium amide conjugate addition. Tetrahedron 63:30, pages 7036-7046.
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Benito Alcaide, Pedro Almendros, Cristina Aragoncillo & Raquel Rodríguez-Acebes. (2004) Straightforward Asymmetric Entry to Highly Functionalized 3-Substituted 3-Hydroxy-β-lactams via Baylis−Hillman or Bromoallylation Reactions. The Journal of Organic Chemistry 69:3, pages 826-831.
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Deevi Basavaiah, Anumolu Jaganmohan Rao & Tummanapalli Satyanarayana. (2003) Recent Advances in the Baylis−Hillman Reaction and Applications. Chemical Reviews 103:3, pages 811-892.
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Wanda P. Almeida & Fernando Coelho. (2003) An easy and stereoselective synthesis of N-Boc-dolaproine via the Baylis–Hillman reaction. Tetrahedron Letters 44:5, pages 937-940.
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Dorota Gryko, Joanna Chałko & Janusz Jurczak. (2003) Synthesis and reactivity of N ‐protected‐α‐amino aldehydes . Chirality 15:6, pages 514-541.
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Uppuluri V. Mallavadhani. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Benito Alcaide, Pedro Almendros & Cristina Aragoncillo. (2001) Straightforward Asymmetric Entry to Highly Functionalized Medium-Sized Rings Fused to β-Lactams via Chemo- and Stereocontrolled Divergent Radical Cyclization of Baylis−Hillman Adducts Derived from 4-Oxoazetidine-2-carbaldehydes. The Journal of Organic Chemistry 66:5, pages 1612-1620.
Crossref
Manfred T. Reetz. (1999) Synthesis and Diastereoselective Reactions of N , N -Dibenzylamino Aldehydes and Related Compounds . Chemical Reviews 99:5, pages 1121-1162.
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Sandip K. Nayak, Lambertus Thijs & Binne Zwanenburg. (1999) Baylis-Hillman reaction of N-trityl aziridine-2-(S)-carboxaldehyde. Tetrahedron Letters 40:5, pages 981-984.
Crossref
Jacqueline C. Bussolari, Kimberly Beers, Praful Lalan, William V. Murray, Diane Gauthier & Patricia McDonnell. (1998) Addition of Acrylamide to Amino Aldehydes to Generate Non-Baylis-Hillman Adducts. Formation of Novel N-Acylhemiaminals. Chemistry Letters 27:8, pages 787-788.
Crossref
Engelbert Ciganek. 2004. Organic Reactions. Organic Reactions 201 350 .
Deevi Basavaiah, Polisetti Dharma Rao & Rachakonda Suguna Hyma. (1996) The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction. Tetrahedron 52:24, pages 8001-8062.
Crossref
Siegfried E. Drewes, Neville D. Emslie, John S. Field, Abdullah A. Khan & Niyum S. Ramesar. (1993) A novel tetrahydrofuran derivative via a tertiary ketol-type rearrangement. Tetrahedron Letters 34:7, pages 1205-1208.
Crossref
T. MANICKUM & G. ROOS. (2010) ChemInform Abstract: Stereoselective Addition of Methyl Acrylate to α‐Amino Aldehydes.. ChemInform 23:25.
Crossref

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